Highly luminescent, electron-deficient bora-cyclophanes

Pangkuan Chen; Frieder Jäkle

doi:10.1021/ja209602z

Highly luminescent, electron-deficient bora-cyclophanes

Pangkuan Chen, Frieder Jäkle

SASN Chemistry

Research output: Contribution to journal › Article › peer-review

93 Scopus citations

Abstract

A highly luminescent conjugated organoboron macrocycle containing six Lewis acidic boron centers was synthesized. Comparison of the optical and electronic properties with those of a hexameric linear oligomer revealed important differences due to delocalization within the highly symmetric cyclic conjugated structure. Exposure of this unique electron-deficient bora-cyclophane to fluoride or cyanide results in amplified fluorescence quenching and can be exploited to switch between an electron-deficient macrocycle and a highly charged, electron-rich borate cycle.

Original language	English (US)
Pages (from-to)	20142-20145
Number of pages	4
Journal	Journal of the American Chemical Society
Volume	133
Issue number	50
DOIs	https://doi.org/10.1021/ja209602z
State	Published - Dec 21 2011

All Science Journal Classification (ASJC) codes

Catalysis
Chemistry(all)
Biochemistry
Colloid and Surface Chemistry

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AB - A highly luminescent conjugated organoboron macrocycle containing six Lewis acidic boron centers was synthesized. Comparison of the optical and electronic properties with those of a hexameric linear oligomer revealed important differences due to delocalization within the highly symmetric cyclic conjugated structure. Exposure of this unique electron-deficient bora-cyclophane to fluoride or cyanide results in amplified fluorescence quenching and can be exploited to switch between an electron-deficient macrocycle and a highly charged, electron-rich borate cycle.

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Highly luminescent, electron-deficient bora-cyclophanes

Abstract

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